EP0819748A2 - Adhésif à faible teneur en solvants organiques volatils - Google Patents
Adhésif à faible teneur en solvants organiques volatils Download PDFInfo
- Publication number
- EP0819748A2 EP0819748A2 EP96118601A EP96118601A EP0819748A2 EP 0819748 A2 EP0819748 A2 EP 0819748A2 EP 96118601 A EP96118601 A EP 96118601A EP 96118601 A EP96118601 A EP 96118601A EP 0819748 A2 EP0819748 A2 EP 0819748A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- solvent based
- based adhesive
- low voc
- adhesive
- dimethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J201/00—Adhesives based on unspecified macromolecular compounds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J127/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers
- C09J127/02—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
- C09J127/04—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C09J127/06—Homopolymers or copolymers of vinyl chloride
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J127/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers
- C09J127/22—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers modified by chemical after-treatment
- C09J127/24—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers modified by chemical after-treatment halogenated
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
Definitions
- This invention relates to a low volatile organic (VOC) solvent based adhesive.
- the invention relates to a low VOC solvent based adhesive which is capable of joining two thermoplastic materials together.
- the invention relates to a low VOC solvent based adhesive which volatilizes at a substantially reduced rate as compared to conventional solvent based adhesives for thermoplastic materials.
- the invention comprises a low VOC solvent based adhesive used to join two objects or articles made from chlorinated polyvinyl chloride (CPVC).
- CPVC chlorinated polyvinyl chloride
- Solvent based adhesives have been used extensively to join thermoplastic pipe and fittings for numerous years. These solvent based adhesives provide for a convenient way to join thermoplastic materials relatively easily and quickly. Often, thermoplastic pipe and fittings joined in this manner can even be tested the same day.
- the solvent based adhesives comprise a solvent or mixture of solvents as well as resin and other additives such as thixotropic agents.
- the solvent based adhesive dissolves the surface layer of the thermoplastic material to which it is applied, causing it to swell.
- the resin in the adhesive solution accelerates the setting of the two materials to be joined as well as reduces the internal stresses. As the adhesive cures by evaporation, the diffusion of the solvents bonding of the mated surfaces occurs.
- the primary solvents used in conventional solvent based adhesives include tetrahydrofuran, methyl ethyl ketone and cyclohexanone.
- thermoplastic materials Prior to the application of these conventional solvent based adhesives, the thermoplastic material must be prepared with either a primer such as tetrahydrofuran or a cleaner such as acetone, in order for the adhesive to be effective. Therefore, even more volatile organic compounds are released into the atmosphere.
- a primer such as tetrahydrofuran
- a cleaner such as acetone
- these conventional solvent based adhesives are largely formed from solvents, the solvent tends to spread to a large area and drip in their application to the thermoplastic materials, causing additional volatization.
- the following patents and references are examples of conventional solvent based adhesives and/or primers for adhesives for thermoplastic materials.
- U.S. Patent No. 3,726,826 discloses a stabilized adhesive solution for polyvinyl chloride.
- the solution comprises 5 to 25 weight percent of a post-chlorinated polyvinyl chloride resin in tetrahydrofuran and from 0.4 to about 5 weight percent of 1,2-butylene oxide.
- U.S. Patent No. 4,098,719 to Hushebeck describes a primer to be used in the assembly of polyvinyl chloride (PVC) pipe and fitting or PVC pipe and fittings to acrylonitrile-butadiene-styrene (ABS) pipe or fittings.
- the primer consists essentially of from 0.5 to about 2.5 percent by weight of an unplasticized polyvinyl chloride resin dissolved in a solvent.
- the solvent is a mixture if tetrahydrofuran and dimethylformamide.
- U.S. Patent No. 4,910,244 describes a storage stable adhesive containing CPVC.
- the solvent based adhesive comprises 5 to 30 percent by weight of CPVC and 95 to 70 percent by weight of an organic solvent as well as a stabilizer. This mixture provides improved stability when stored in tin plated steel containers.
- Evaporation of solvents from solvent based adhesives provides for an air pollution problem.
- the major portion of the solvent emission occurs during the application of the adhesive to the thermoplastic materials to be joined.
- a primer itself a very volatile material, is also used to prepare the thermoplastic surfaces and therefore, there is additional solvent volatilized and released to the air.
- emission of the solvent also occurs from the container containing the solvent based adhesive which is usually kept open during the application of the adhesive to the thermoplastic materials.
- spills can occur during the application of the solvent based adhesive providing yet another means for the emission of volatile organic materials into the air.
- the South Coast Air Quality Management District (SCAQMD) has set regulations limiting the VOC levels of materials used to join thermoplastic materials.
- SCAQMD South Coast Air Quality Management District
- the VOC limits for CPVC and/or polyvinyl chloride (PVC) solvent based adhesives, effective 1/1/94 were 450 grams/liter as measured by SCAQMD 316A.
- the VOC limits for acrylonitrile styrene butadiene (ABS) solvent based adhesives were 350 grams/liter as of January 1, 1994 as measured by SCAQMD 316A. Further legislation has reduced these limits even further.
- the SCAQMD VOC limits for CPVC and PVC solvent based adhesives will be 250 grams/liter whereas the SCAQMD VOC limits for ABS solvent based adhesives will remain at 350 grams/liter.
- VOC levels of conventional solvent based adhesive systems was generally about 650 grams/liter as measured by SCAQMD 316A prior to 1994.
- Australian Patent Application disclose a adhesive comprising more than 80 weight percent of n-methyl-2-pyrrolidone, more than 0.25 weight percent of a viscosity modifier and more than 10 weight percent of a vinyl based polymer.
- the viscosity modifier can be silica, a thickening agent or a thixotropic agent.
- 4,675,354 discloses a glue solution which comprises a solution of a water insoluble synthetic organic polymer in a solvent such as N-methyl-2-pyrrolidone.
- This glue solution may be used at tropical temperatures without problems arising from solvent vapors ad fire risks.
- U.S. Patent No. 4,687,798 discloses a solvent cement used for joining water insoluble polymers.
- the solvent cement comprises about 10-15 weight percent of a water soluble polymer and a solvent.
- the solvent comprises ethyl acetate and N-methyl-2-pyrrolidone.
- the ethyl acetate ranges from about 3 percent to about 50 percent by weight of the solvent with the balance being N-methyl-2-pyrrolidone.
- European Patent Application 0 547 593 A1 discloses a low VOC adhesive composition
- the composition of this European Patent Application comprises a mixture of from 5 weight percent to about 60 weight percent of at least one water insoluble polymer, from about 1 weight percent to about 30 weight percent of inorganic or synthetic resinous hollow microspheres and from about 20 weight percent to about 70 weight percent of at least one volatile organic liquid which is a solvent for the water insoluble polymer.
- U.S. Patent No. 5,470,894 to Patel et.al. provides for an additional example of a low VOC solvent based adhesive.
- the low VOC solvent based adhesive in this patent is used to join CPVC pipes.
- the adhesive comprises a high vapor pressure solvent comprising from about 15 to about 35 weight percent of tetrahydrofuran and 0 to about 30 weight percent of methyl ethyl ketone; a low vapor pressure solvent comprising about 20 to about 45 weight percent cyclohexanone, 0 to about 30 weight percent of N-methyl pyrrolidone and from 0 to 10 weight percent of dibasic esters.
- Patel, et. al. state that the VOC level of their adhesive is at or below 450 grams/liter, while the adhesive meets or exceeds the required performance standards such as hydrostatic burst strength ad hydrostatic sustained pressure tests.
- an epoxy examples include General Purpose Urethane, High Shear Strength Urethane and All Purpose Epoxy, all available from the Hardman Corporation.
- these reactive systems are problematic because they have long cure times, poor green strength. Their efficacy is also temperature dependent; at low temperatures epoxy materials have very long cure times. Furthermore, there may be by products of the chemical reactions which may be detrimental to the strength of the pipe. Even though these alternatives exist, they are cost prohibitive, time consuming and cumbersome.
- solvent based adhesives are easy to use and many workers have years of experience using these types of adhesive systems.
- the solvent based adhesives can be used on location to join the two thermoplastic materials together without any additional equipment.
- one technique can be used to apply the solvent system for all sizes of pipe.
- the solvent based adhesive system can be applied to the joint at any temperature in the range of 0° to 120°F, if the solvent based adhesive system meets the Underwriter's Laboratories Test 1821. Also, the solvent based adhesive systems do not rely upon a chemical reaction for their efficacy. Moreover, the solvent based adhesive system can possibly be stored long term at ambient temperatures. Therefore, overall the solvent based adhesive systems are generally practical and economical.
- the present invention comprises a novel low VOC solvent based adhesive comprising a mixture of two volatile organic solvents, and resin.
- the novel low VOC solvent based adhesive may contain a thixotropic agent such as silica.
- the novel low VOC solvent based adhesive comprises 5-20% thermoplastic resin; 38-65% of n-methyl-2-pyrrolidone; 20-45% dimethyl adipate and 1.5-2% of silica.
- the low VOC solvent based adhesive of the instant invention has a VOC level of less than 450 grams/liter as measured by SCAQMD 316A.
- the novel low VOC solvent based adhesive has a VOC level of less than 250 grams/liter as measured by SCAQMD 316A.
- the low VOC solvent based adhesives of the instant invention comprises a mixture of two volatile organic liquid solvents which are capable of vaporizing at ambient temperatures as well as a thermoplastic resin. Other ingredients, including other solvents, fillers, thixotropic agents or stabilizers may be added to the low VOC solvent adhesive as desired.
- the low VOC solvent based adhesives as described herein in further detail generally have the following characteristics: viscosity from 500-3000 centipoise; a green strength of 1-2 minutes; less than 20% solids in the adhesive, an indefinite shelf life in nonreactive containers and a variable cure time. The cure time can be varied for different end-use needs by minor adjustments of the solvent ratios used.
- the resin used in the solvent based adhesive of the instant invention is the same as the resin used to form the thermoplastic materials to be joined.
- the resin is either CPVC, PVC or ABS.
- the CPVC and/or PVC resin should have an inherent viscosity in the range of about 0.6 to about 0.96.
- the chlorination levels for the CPVC resins should range from about 58 to about 72 weight percent.
- the chlorination level for the PVC resin should be less than 57%.
- ABS resins to be used include the Cycolac ABS resins from GE Plastics and the Lustran ABS resins from Monsanto.
- the resin is CPVC.
- the CPVC resin used is CPVC resin as defined in Class 23477 of the ASTM D1784.
- the molecular weight of the CPVC resin should not be below 0.68 IV (inherent viscosity).
- suitable CPVC to be used in the instant invention include TempRite 674x571 CPVC, and TempRite 677 x 670 CPVC, all available from The B.F. Goodrich Company.
- thermoplastic resin is a registered trademark of The B.F.Goodrich Company.
- the most preferred CPVC resin is TempRite 674 x 571, from The B.F.Goodrich Company.
- the amount of thermoplastic resin added to the low VOC solvent based adhesive ranges from about 5 to about 20 weight percent.
- the low VOC solvent based adhesive of the instant invention includes a mixture of two volatile organic liquid solvents that are capable of vaporizing at ambient temperatures.
- the first organic solvent that is used in the mixture is a low vapor pressure solvent.
- N-methyl-2-pyrrolidone ( NMP ) is the most preferred low vapor pressure solvent.
- NMP is commercially available from Aldrich Chemical, Ashland, BASF, Chemoxy International and Janssen Chemical.
- the first organic liquid solvent is generally found in the novel adhesive in the range of from 38 to about 65 weight percent. In the most preferred embodiment, 50 percent of NMP is present in the low VOC solvent based adhesive.
- the second organic liquid solvent in the solvent based adhesive is chosen from the group consisting essentially of pimelic acid, monomethyl glutarate, monomethyl pimelate, monomethyl azelate, monomethyl sebacate, monoethyl adipate, dimethyl succinate, dimethyl glutarate, dimethyl adipate, dimethyl pimelate, dimethyl subrate, dimethyl azelate, glutaryl chloride, adipoyl chloride, and pimeloyl chloride, or mixtures thereof.
- mixtures of dimethyl glutarate, dimethyl adipate and dimethyl succinate can be used.
- a commercially available example of such a mixture is DBE-9, available from DuPont Chemical.
- the second organic solvent is found in the range of about 20% to about 45% in the solvent mixture.
- the most preferred second organic solvent is dimethyl adipate ( DMA ).
- DMA is available from the DuPont Company under the tradename DBE-6.
- the DBE-6 is believed to be a mixture comprising 98.7% DMA, ⁇ 0.5% dimethyl glutarate, and ⁇ 0.1% dimethyl succinate. In the most preferred embodiment, 27% of the DMA is used in the low VOC solvent based adhesive mixture.
- the low VOC solvent based adhesive also may include other optional ingredients.
- the low VOC solvent based adhesive of the present invention may include minor amounts of other solvents which do not raise the VOC level of the adhesive above 450 grams/liter and which are miscible with the mixture if the two volatile liquid organic solvents.
- solvents which can be used include ketones, esters, halogenated solvents, ethers, and other liquids.
- Ketones which can be used in the instant invention as additional solvents include acetone, methyl ethyl ketone, methyl isobutyl ketone, isophonene, cyclohexanone.
- esters which can be used in the instant invention include methyl acetate, ethyl acetate, ethyl formate, ethyl proprionate, and butyl acetate.
- Halogenated solvents which can be used include methylene chloride, ethylene dichloride and trichloroethylene.
- Methyl cellulose is an example of a possible ether which can be added as an additional solvent.
- Other possible liquids which can be utilized as additional solvents include tetrahydrofuran and any other high vapor pressure solvent provided that the other criteria, including but not limited to green strength enumerated above are met. Generally, these other liquids are added to obtain faster cure times or volatilization.
- Fillers which are known in the art and any other materials which can function as inert fillers can be used in the instant invention.
- fillers which can be used in the instant invention include hollow spheres (glass or ceramic), polymers, glass spheres, magnesium silicate, magnesium oxide, shell flour, alumina, talc, barium sulfate, calcium carbonate, and other fine powder. These fillers are generally added in the amount of about 0.05 to 20 weight percent to the composition. Fillers can be added to reduce the cost, maintain the viscosity or reduce the VOC slightly.
- Preferred fillers include polymers and calcium carbonate.
- the low VOC solvent based adhesive also may include optionally thixotropic agents in the composition.
- thixotropic agents examples include firmed silica, precipitated silica, benotite, clay, ground quartz, mica, ethyl cellulose, hydrogenated castor oil, organic modified clay, other thickeners or viscosity adjustors.
- Preferred thixotropic agents include fumed silica.
- the amount of thixotropic agent used if used at all is in the range of about 1 to about 3% by weight.
- pigments, dyes, dispersions or colorants may be added to the low VOC solvent based adhesive.
- examples of possible pigments which can be used include titanium dioxide, calcium carbonate or carbon black.
- the amount of pigment used is generally in the range of 0.05% to about 5.0% by weight.
- the low VOC solvent based adhesive may include other additives. This includes any additives known to those in the art. Suitable additives include for example but not limited to various stabilizers, antioxidants, electrostatic dissipative agents, smoke retardants, moisture scavengers, and acid scavengers. Since several additives can be combined in countless variations, the total amount of additive can vary from application to application. Optimization of the particular additive composition is not within the scope of the present invention and can be determined easily by one of ordinary skill in the art. Generally from about 0.5 % to about 1.0% by weight of additives are added to the low VOC solvent based adhesive.
- the ingredients for the low VOC solvent based adhesive can be combined in any convenient manner.
- all the ingredients can be mixed together uniformly by mixing means such as a mixer.
- the two solvents are first mixed together. No special sequence or order is necessary.
- the thermoplastic resin and the thixotropic agent are then added to the solvent mixture; no special order is required.
- a stir mixer such as Grenier Mixer, Model 3002 with fast agitation is used to dissolve the solids in the solvent quickly.
- the mixer was set at 400-500 rpm for about 10-15 minutes.
- the mixture may then be placed on a slower moving roller mixer to evenly blend the composition.
- An example of a possible roll mixer which can be used is the Paul O. Abbe Ball Mill. The mixture was placed in this Ball Mill for one hour at 160 rpm.
- the low VOC solvent based adhesive can be applied by any method of application to the two objects made from thermoplastic materials that are going to be joined.
- the surfaces of the objects to be joined are lightly wiped with a brush or cloth containing acetone near the point of the desired joint.
- the low VOC solvent based adhesive can be applied by any method known in the art.
- the low VOC solvent based adhesive is applied by a dauber to the two surfaces of the objects made from the thermoplastic materials, near the area of the desired joint. A uniform layer of adhesive is placed upon the two surfaces. Generally, a layer of approximately 1 ⁇ 2 to 1 mil thickness is placed upon the two surfaces. The joint can then be tested.
- the low VOC solvent based adhesives of the instant invention can be used to join thermoplastic pipe and fittings in various applications such as plumbing systems, cold and hot water distribution systems, sprinkler systems, spas, fire sprinkler systems, drain, waste and vent applications.
- the low VOC solvent based adhesive is useful for any other thermoplastic materials that can be joined.
- the following non-limiting examples serve to further illustrate the present invention in greater detail.
- the novel low VOC solvent based adhesive of the instant invention was formulated.
- a desired level for the VOC solvent based adhesive was determined.
- the desired VOC level is determined by the selection of the two solvents.
- SCAQMD 316A the VOC constant for each of the solvents to be used in the low VOC solvent based adhesive was determined experimentally.
- the novel low VOC solvent based adhesive was formulated and the VOC level verified using SCAQMD 316A.
- the viscosity of the solvent cement was optimized via the addition of thixotropic agents.
- the green strength and the cure time were varied by adjustments of the solvent ratios while still maintaining a desired VOC level and viscosity.
- the cure time may be varied to adjust for end-use needs.
- the amount of the NMP and DMA was varied.
- the following examples were all tested for the VOC level, the cure time, the green strength and quick burst.
- the VOC level is measured using the test in SCAQMD 316A; the quick burst is measured using ASTM 1599 and the cure time is measured using Underwriters Laboratories UL 1821.
- the green strength is tested by a procedure whereby the tester tries to pull or twist apart the bonded pipe and fitting.
- the inner part of the thermoplastic fitting and the outer part of the thermoplastic pipe (which fits in the fitting) are each coated with the same adhesive.
- the tester tries to pull or twist apart the two pieces.
- the bonded pipe and fitting are subjected to 6 foot-lbs. of torque during the test. If the two pieces do not come apart, this constitutes a yes which means that the experiment is repeated until a no is obtained. Each time the experiment is redone, one additional minute is added to the previous time. The time that a no is reached, indicates the green strength.
- Table 1 The formulations as well as the results are set forth in Table 1.
- Examples of commercial solvent cements with which the instant invention is compared and contrasted with include Orange Lo V.O.C. Medium Booked CPVC Cement (one step) and two steps cements available from Oatey; as well as the Weld-On CPVC 2714TM Orange Heavy Booked Cement (one step) and two step cements from IPS.
- the one step commercial solvent cements have a VOC level of about 450 grams/liter, whereas the two step cements have a VOC level greater than 650 grams/liter.
- Examples 1 through 4 in Table 1 illustrate that solvent based adhesive formulations having DMA/NMP ratio of from 0.31 to 1.125 have a lower VOC level than standard solvent cement formulations. Examples 3 and 4 would be unacceptable for commercial use due to the high viscosity although still effective as an adhesive.
- Examples 5 through 24 in Table 2 illustrate that solvent based adhesives having a DMA/NMP ratio of from 0.3 to 1.3 and having either a third minor solvent or combination of solvents which provide a minor portion ( ⁇ 10%) of the overall formulation will have a VOC level lower than 400 grams/liter and perform as well as existing commercial solvent based adhesive systems having a VOC level of 450 grams/ liter or greater.
- VOC levels are all below 300 g/l and the bond strength passes all enumerated criteria.
- Formulations 15, 16, 17, and 18 all would be commercially unacceptable due to the high viscosity, although still effective as an adhesive.
- Examples 25 through 32 in Table 3 illustrate that low VOC solvent based adhesives having a DMA/NMP ratio of 0.3 and having a third minor solvent comprising ⁇ 10% of the overall formulation will have a lower VOC level and the formulation will perform as well as existing commercial solvent based adhesives. Furthermore, if a lower molecular weight CPVC resin is used in the formulation, the viscosity can be improved ad the adhesive can perform better than existing solvent based adhesives.
- Examples 33 through 43 illustrate that solvent based adhesives having a DMA/NMP ratio from 0.54 to 0.97 and having MEK (2 Butanone) as a minor component at a level less than 10% of the overall formulation will have a lower VOC level than commercial solvent based adhesives (with a VOC level of 450 grams/liter or greater) and will perform as well as these commercial solvent based adhesives.
- Example 38 illustrates that a solvent based adhesive having a DMA/NMP ratio less than 0.55 and having MEK (2 Butanone) as a minor component at a level less than 8% of the overall formulation will have a VOC level of 201 grams/liter and will perform as well as conventional solvent based adhesives.
- Example 44 the following components were used:
- the VOC level of the solvent based adhesive system was measured using SCAQMD 316A; the quick burst was measured using ASTM D-1599. The following properties were obtained:
- the stress cracking tendency of the samples referred to above is measured in the following manner. Samples having a dimension of 7 cm x 3 mm x 1.25 cm are prepared from compression molded plaques. These samples are inserted into a test fixture as described in Figure 1 of the article Stress Cracking Of Rigid Polyvinyl Chloride By Plasticizer Migration , Journal of Vinyl Technology , December 1984, Vol. 6, No. 4. The samples are inserted into the fixture by use of a benchtop vise. The sample is placed at the edge of the vise with approximately half of its width extending beyond the edges of the vise. The vise is then usd to bend the sample until its ends are close enough to slide it into the edge of the test fixture.
- the low VOC solvent based adhesive is applied to the sample using a medicine dropper.
- the sample is removed periodically from the chemical to check for signs of cracking, crazing or discoloration. Testing is carried out until failure is observed.
- the first organic liquid solvent in the examples was NMP.
- the second organic liquid solvent was chosen from the group consisting essentially of pimelic acid, monomethyl glutarate, monomethyl pimelate, monomethyl azelate, monomethyl sebacate, monoethyl adipate, dimethyl succinate, dimethyl glutarate, dimethyl adipate, dimethyl pimelate, dimethyl subrate, dimethyl azelate, glutaryl chloride, adipoyl chloride, and pimeloyl chloride, or mixtures thereof.
- the VOC level, the green strength and the quick burst were measured for each combination, as set forth in Table 5.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US684117 | 1996-07-19 | ||
US08/684,117 US5817708A (en) | 1996-07-19 | 1996-07-19 | Low volatile organic solvent based adhesive |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0819748A2 true EP0819748A2 (fr) | 1998-01-21 |
EP0819748A3 EP0819748A3 (fr) | 2000-08-23 |
Family
ID=24746749
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP96118601A Withdrawn EP0819748A3 (fr) | 1996-07-19 | 1996-11-20 | Adhésif à faible teneur en solvants organiques volatils |
Country Status (11)
Country | Link |
---|---|
US (2) | US5817708A (fr) |
EP (1) | EP0819748A3 (fr) |
JP (1) | JPH1036811A (fr) |
KR (2) | KR980009409A (fr) |
CN (1) | CN1172837A (fr) |
CA (1) | CA2208399A1 (fr) |
CO (1) | CO4870719A1 (fr) |
PL (1) | PL321128A1 (fr) |
RU (1) | RU2184755C2 (fr) |
TW (1) | TW464681B (fr) |
UA (1) | UA45378C2 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998055556A1 (fr) * | 1997-06-04 | 1998-12-10 | The B.F. Goodrich Company | Adhesif a base de solvant organique faiblement volatile |
DE102009045025A1 (de) * | 2009-09-25 | 2011-04-07 | Henkel Ag & Co. Kgaa | Wässriger Primer |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6010714A (en) * | 1996-11-22 | 2000-01-04 | Closure Medical Corporation | Non-thermogenic heat dissipating biomedical adhesive compositions |
WO2000050494A1 (fr) | 1999-02-23 | 2000-08-31 | Ips Corporation | Adhesifs et primaires pour composants et tuyaux en pvc et pvcc a teneur faible en composes organiques volatils (voc), sur base solvant de dimethyl-2-piperidone, contenant peu ou pas de tetrahydrofurane |
US6291571B1 (en) | 2000-03-21 | 2001-09-18 | Adco Products, Inc. | Lap edge roofing sealant |
EP1307502A2 (fr) | 2000-07-28 | 2003-05-07 | The Sherwin-Williams Company | Composition d'adhesif a solvant de type aerosol |
WO2002038718A2 (fr) * | 2000-11-08 | 2002-05-16 | Solvay (Société Anonyme) | Compositions de solvants |
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1997
- 1997-06-04 US US08/868,776 patent/US5859103A/en not_active Expired - Lifetime
- 1997-06-19 CA CA002208399A patent/CA2208399A1/fr not_active Abandoned
- 1997-07-01 TW TW086109249A patent/TW464681B/zh not_active IP Right Cessation
- 1997-07-10 CO CO97038494A patent/CO4870719A1/es unknown
- 1997-07-15 PL PL97321128A patent/PL321128A1/xx unknown
- 1997-07-18 KR KR1019970033400A patent/KR980009409A/ko active IP Right Grant
- 1997-07-18 CN CN97114713A patent/CN1172837A/zh active Pending
- 1997-07-18 UA UA97073831A patent/UA45378C2/uk unknown
- 1997-07-21 RU RU97112138/04A patent/RU2184755C2/ru active
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US5962560A (en) * | 1996-07-19 | 1999-10-05 | The B.F. Goodrich Company | Low volatile organic solvent based adhesive |
WO1998055556A1 (fr) * | 1997-06-04 | 1998-12-10 | The B.F. Goodrich Company | Adhesif a base de solvant organique faiblement volatile |
DE102009045025A1 (de) * | 2009-09-25 | 2011-04-07 | Henkel Ag & Co. Kgaa | Wässriger Primer |
Also Published As
Publication number | Publication date |
---|---|
TW464681B (en) | 2001-11-21 |
KR20010013292A (ko) | 2001-02-26 |
CN1172837A (zh) | 1998-02-11 |
KR980009409A (ko) | 1998-04-30 |
CA2208399A1 (fr) | 1998-01-19 |
RU2184755C2 (ru) | 2002-07-10 |
EP0819748A3 (fr) | 2000-08-23 |
US5817708A (en) | 1998-10-06 |
CO4870719A1 (es) | 1999-12-27 |
US5859103A (en) | 1999-01-12 |
PL321128A1 (en) | 1998-02-02 |
UA45378C2 (uk) | 2002-04-15 |
JPH1036811A (ja) | 1998-02-10 |
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